4.8 Article

Discovery of a Metalloenzyme-like Cooperative Catalytic System of Metal Nanoclusters and Catechol Derivatives for the Aerobic Oxidation of Amines

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JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
卷 134, 期 34, 页码 13970-13973

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AMER CHEMICAL SOC
DOI: 10.1021/ja306934b

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资金

  1. Japan Society for the Promotion of Science (JSPS)
  2. Global COE Program
  3. University of Tokyo
  4. MEXT, Japan
  5. NEDO
  6. Grants-in-Aid for Scientific Research [24106707, 24750035, 21225002] Funding Source: KAKEN

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We have discovered a new class of cooperative catalytic system, consisting of heterogeneous polymer-immobilized bimetallic Pt/Ir alloyed nanoclusters (NCs) and 4-tert-butylcatechol, for the aerobic oxidation of amines to imines under ambient conditions. After optimization, the desired imines were obtained in good to excellent yields with broad substrate scope. The reaction rate was determined to be first-order with respect to the substrate and catechol and zero-order for the alloyed Pt/Ir NC catalyst. Control studies revealed that both the heterogeneous NC catalyst and 4-tert-butylcatechol are essential and act cooperatively to facilitate the aerobic oxidation under mild conditions.

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